Synthesis of fused N-heterocycles employing C-H functionalization reactions and evaluation of antiparasitary activity

• Grant number: 20/10349-4
• Support Opportunities: Scholarships in Brazil - Doctorate (Direct)
• Start date: February 01, 2021
• End date: January 31, 2022
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Arlene Gonçalves Corrêa
• Grantee: Natália Menezes Moreira Borges
• Host Institution: Centro de Ciências Exatas e de Tecnologia (CCET). Universidade Federal de São Carlos (UFSCAR). São Carlos , SP, Brazil
• Associated research grant: 14/50249-8 - Green chemistry: sustainable synthetic methods employing benign solvents, safer reagents, and bio-renewable feedstock, AP.PCPE

Abstract

Tropical diseases caused by parasites, such as Chagas Disease, Sleeping Sickness and Leishmaniasis, affect thousands of people every year. Due to a lack of efficient drugs for the treatment, these diseases cause the death of many infected.Among the organic compounds that attract the attention of medicinal chemistry, fused nitrogen heterocycles, such as pyrroloquinazolines and pyrroloisoquinolines, are widely studied, since these structures are present in many bioactive compounds. Therefore, it is of major importance the development of new methodologies for the synthesis and functionalization of these heterocycles. The C-H functionalization reactions have emerged in the last years as an important tool for the functionalization of nitrogen heterocycles. These reactions allow the enhancement of structural diversity without the need of the use of prefunctionalized molecules. Hence, it is possible to obtain a collection of compounds in a reduced number of steps, which implies reduction of reagents and residues. Accordingly, this project aims the study of reactions for the functionalization of azaarenes employing C-H functionalization reactions for obtaining 5 and 6 member fused heterocycles in only one step. The synthesized compounds will be against different parasitary diseases. (AU)

Scientific publications

(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)

MOREIRA, NATALIA M.; DOS SANTOS, JHONATHAN R. N.; CORREA, ARLENE G.. Greener Synthesis of Pyrroloquinazoline Derivatives: Recent Advances. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v. N/A, p. 30-pg., 2022-06-13. (17/19940-4, 13/07600-3, 20/10349-4, 14/50249-8)

MOREIRA, NATALIA M.; MARTELLI, LORENA S. R.; CORREA, ARLENE G.. Asymmetric organocatalyzed synthesis of coumarin derivatives. Beilstein Journal of Organic Chemistry, v. 17, p. 1952-1980, AUG 3 2021. (20/10349-4, 14/50249-8, 17/19940-4, 13/07600-3, 18/23761-0)

MOREIRA, NATAILIA M.; DE MIRANDA, INGRID T.; DOS SANTOS, JHONATHAN R. N.; OPATZ, TILL; OLIVA, GLAUCIUS; GUIDO, RAFAEL V. C.; CORREA, ARLENE G.. Copper-Catalyzed Synthesis of Pyrrolo[1,2-c]quinazolines and Pyrrolo[2,1-a]isoquinolines and Antiplasmodial Evaluation. Journal of Organic Chemistry, v. 88, n. 13, p. 10-pg., 2023-06-05. (16/20609-8, 13/07600-3, 14/50249-8, 17/19940-4, 20/12904-5, 20/10349-4, 22/01066-4)